Question

Draw the structures of organic compounds A and B.

Draw the structures of organic compounds A and B. Indicate stereochemistry where applicable.

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Concepts and reason

This problem is based on the concept of reaction alkyne to dihaloalkane conversion.

Alkynes are highly reactive compounds due to their enhanced electron density which is caused by the presence of triple bond. Alkynes can be converted to alkanes by using certain reaction sequences.

Fundamentals

Alkynes on reaction with a base undergo deprotonation reaction in order to form an anion.

The reaction is given below:

Buli
CH3CH Br(leq.)
HC=CH
+ HC=c_2–CH,
Α

The reaction is given below:

CH2C), Br,( eq),
CHEC-CH2-CH3
CH=C-
CH2-CH3
А
H2 Pd/C
CH-C-
CH2-CH3
н
Вг

Ans:

The structures of compound A and compound B are given below:

CHEC-CH2-CH3
CH=C—
CH2-CH3
B

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